Controlled synthesis of poly(neopentyl <i>p</i>‐styrene sulfonate) via reversible addition‐fragmentation chain transfer polymerisation

Domínguez, Isabel Fraga; Kolomanska, Joanna; Johnston, Priscilla; Rivaton, Agnès; Topham, Paul D.

doi:10.1002/pi.4840

Cited by 11 publications

(9 citation statements)

References 85 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…63 Herein to improve the processability of the nal polymer, broader research on a series of R-protected p-styrene sulfonates is presented, comprising synthesis and RAFT polymerisation of systematically varied monomers (2-7). 63 Herein to improve the processability of the nal polymer, broader research on a series of R-protected p-styrene sulfonates is presented, comprising synthesis and RAFT polymerisation of systematically varied monomers (2-7).…”

Section: Resultsmentioning

confidence: 99%

“…Recently, the polymerisation of neopentyl p-styrene sulfonate has been studied in depth in our laboratory. 63 Herein to improve the processability of the nal polymer, broader research on a series of R-protected p-styrene sulfonates is presented, comprising synthesis and RAFT polymerisation of systematically varied monomers (2-7). R-protected p-styrene sulfonate monomers (2-7) were synthesised in a two-step process from sodium p-styrene sulfonate as presented in Scheme 1.…”

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Design, synthesis and thermal behaviour of a series of well-defined clickable and triggerable sulfonate polymers

et al. 2015

Self Cite

View full text Add to dashboard Cite

In the printing industry, the exploitation of triggerable materials that can have their surface properties altered on application of a post-deposition external stimulus has been crucial for the production of robust layers and patterns. To this end, herein, a series of clickable poly(R-alkyl p-styrene sulfonate) homopolymers, with systematically varied thermally-labile protecting groups, has been synthesised via reversible addition-fragmentation chain transfer (RAFT) polymerisation. The polymer range has been designed to offer varied post-deposition thermal treatment to switch them from hydrophobic to hydrophilic. Suitable RAFT conditions have been identified to produce well-defined homopolymers (Đ, M w /M n < 1.11 in all cases) at high monomer conversions (>80% for all but one monomer) with controllable molar mass. Poly(p-styrene sulfonate) with an isobutyl protecting group has been shown to be the most readily thermolysed polymer that remains stable at room temperature, and was thus investigated further by incorporation into a diblock copolymer, P3HT-b-PiBSS, by click chemistry. The strategy for preparation of thermal modifiable block copolymers exploiting R-protected p-styrene sulfonates and azide-alkyne click chemistry presented herein allows the design of new, roll-to-roll processable materials for potential application in the printing industry, particularly organic electronics.

show abstract

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Design, synthesis and thermal behaviour of a series of well-defined clickable and triggerable sulfonate polymers

et al. 2015

Self Cite

View full text Add to dashboard Cite

show abstract

“…This technique is based on the principle of rapid reversible chain transfer, which is conferred by the use of organosulfur compounds such as trithiocarbonates, dithiobenzoates, or xanthates . Such chain transfer agents (CTAs) enable useful functionality, such as carboxylic acids, hydroxyls, tertiary amines, quaternary amines, alkynes, sulfonates, azides, or epoxy groups, to be readily introduced at the polymer chain‐ends . RAFT polymerization has been conducted under various conditions, including bulk, solution, emulsion, dispersion, suspension, or miniemulsion polymerization .…”

Section: Introductionmentioning

confidence: 99%

Epoxy‐Functional Sterically Stabilized Diblock Copolymer Nanoparticles via RAFT Aqueous Emulsion Polymerization: Comparison of Two Synthetic Strategies

György

Lovett

Penfold

et al. 2018

Macromol. Rapid Commun.

View full text Add to dashboard Cite

Polymerization-induced self-assembly (PISA) is a powerful and versatile technique for the synthesis of a wide range of sterically stabilized diblock copolymer nano-objects. Recently, PISA has been used to prepare epoxy-functional diblock copolymer worms and spheres directly in aqueous solution by incorporating glycidyl methacrylate (GlyMA) into the core-forming hydrophobic block. Herein, the synthesis of diblock copolymer spheres via reversible addition-fragmentation chain transfer (RAFT) aqueous emulsion polymerization of benzyl methacrylate is examined, in which the epoxy groups are exclusively located within a non-ionic poly(glycerol monomethacrylate)-based stabilizer block. Two synthetic strategies are explored: i) using an epoxy-functional RAFT chain transfer agent (CTA) to place an epoxy group at the terminus of every stabilizer block and ii) incorporation of ≈1 epoxy group per stabilizer chain via copolymerization of GlyMA with glycerol monomethacrylate (GMA). The epoxy groups conferred by the GlyMA comonomer are significantly more resistant to hydrolysis than those introduced using the epoxy-functional RAFT CTA. The epoxy-functional nanoparticles are subsequently reacted with various water-soluble thiols to modify their electrophoretic behavior. Such nanoparticles are expected to offer potential applications in the context of mucoadhesion.

show abstract

“…[42][43][44][45] The use of a chain transfer agent (CTA) allows further modification of the resulting polymers, including synthesis of block copolymers 46,47 or derivatisation of the polymer with single molecules. 48 Furthermore, appropriate CTAs allow polymerisation from a solid substrate or anchoring the final polymer to nanoparticles.…”

Section: Raft Polymerisation and Subsequent Deprotectionmentioning

confidence: 99%

Design, synthesis and RAFT polymerisation of a quinoline-based monomer for use in metal-binding composite microfibers

et al. 2016

View full text Add to dashboard Cite

Metal-binding polymer fibres have attracted major attention for diverse applications in membranes for metal sequestration from waste waters, non-woven wound dressings, matrices for photocatalysis, and many more. This paper reports the design and synthesis of an 8-hydroxyquinoline-based zinc-binding styrenic monomer, QuiBoc. Its subsequent polymerisation by reversible addition-fragmentation chain transfer (RAFT) yielded welldefined polymers, PQuiBoc, of controllable molar masses (6 and 12 kg/mol) with low dispersities (Ð, Mw/Mn < 1.3). Protected (PQuiBoc) and deprotected (PQuiOH) derivatives of the polymer exhibited high zinc-binding capacity, as determined by semi-quantitative SEM/EDXA analyses, allowing the electrospinning of microfibres from a PQuiBoc/polystyrene (PS) blend without the need for removal of the protecting group. Simple "dip-coating" of the fibrous mats into ZnO suspensions showed that PQuiBoc/PS microfibres with only 20% PQuiBoc content had almost three-fold higher loadings of ZnO (29%) in comparison to neat PS microfibres (11%).

show abstract

Controlled synthesis of poly(neopentyl p‐styrene sulfonate) via reversible addition‐fragmentation chain transfer polymerisation

Abstract: The controlled synthesis of poly(neopentyl p-styrene sulfonate) (PNSS) using reversible addition-fragmentation chain transfer (RAFT) polymerisation has been studied under a wide range of experimental conditions. PNSS, can be used as an organic-soluble, thermally-labile

Cited by 11 publications

References 85 publications

Design, synthesis and thermal behaviour of a series of well-defined clickable and triggerable sulfonate polymers

Design, synthesis and thermal behaviour of a series of well-defined clickable and triggerable sulfonate polymers

Epoxy‐Functional Sterically Stabilized Diblock Copolymer Nanoparticles via RAFT Aqueous Emulsion Polymerization: Comparison of Two Synthetic Strategies

Design, synthesis and RAFT polymerisation of a quinoline-based monomer for use in metal-binding composite microfibers

Contact Info

Product

Resources

About